3,7-dihydroxytropolone: from Streptomyces tropolofaciens; active against B16 melanoma; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
3,7-dihydroxytropolone : A cyclic ketone that is tropolone in which the hydrogens at positions 3 and 7 are substituted by hydroxy groups. It is isolated from the soil bacterium Streptomyces tropolofaciens strain K611-97. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| ID Source | ID |
|---|---|
| PubMed CID | 128646 |
| CHEMBL ID | 135189 |
| CHEBI ID | 156362 |
| SCHEMBL ID | 344192 |
| MeSH ID | M0159950 |
| Synonym |
|---|
| 2,4,6-cycloheptatrien-1-one, 2,3,7-trihydroxy- |
| sp15 |
| 2,3,7-trihydroxycyclohepta-2,4,6-trien-1-one |
| CHEMBL135189 , |
| bmy 28438 |
| 3,7-dihydroxytropolone |
| bmy-28438 |
| 85233-29-0 |
| CHEBI:156362 |
| 2,3,7-trihydroxy-2,4,6-cycloheptatrien-1-one |
| 2,3,4-trihydroxycyclohepta-2,4,6-trien-1-one |
| AKOS006273704 |
| 2,4,6-cycloheptatrien-1-one, 2,3,4-trihydroxy- |
| unii-t7f4gcf4f9 |
| t7f4gcf4f9 , |
| SCHEMBL344192 |
| 2,3,7-trihydroxycyclohepta-2,4,6-trienone |
| HQLHJCFATKAUSO-UHFFFAOYSA-N |
| bdbm50498343 |
| DTXSID701005715 |
| Role | Description |
|---|---|
| antineoplastic agent | A substance that inhibits or prevents the proliferation of neoplasms. |
| bacterial metabolite | Any prokaryotic metabolite produced during a metabolic reaction in bacteria. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| cyclic ketone | |
| triol | A chemical compound containing three hydroxy groups. |
| alpha-hydroxy ketone | An alpha-oxyketone that has a hydroxy group as the alpha-oxy moiety. |
| enol | Alkenols; the term refers specifically to vinylic alcohols, which have the structure HOCR'=CR2. Enols are tautomeric with aldehydes (R' = H) or ketones (R' =/= H). |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Dopamine beta-hydroxylase | Homo sapiens (human) | IC50 (µMol) | 3.0000 | 1.2023 | 2.0779 | 3.0000 | AID1232066 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| catalytic activity | Dopamine beta-hydroxylase | Homo sapiens (human) |
| dopamine beta-monooxygenase activity | Dopamine beta-hydroxylase | Homo sapiens (human) |
| copper ion binding | Dopamine beta-hydroxylase | Homo sapiens (human) |
| protein binding | Dopamine beta-hydroxylase | Homo sapiens (human) |
| L-ascorbic acid binding | Dopamine beta-hydroxylase | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1232066 | Inhibition of dopamine beta-oxygenase (unknown origin) | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232054 | Inhibition of protein synthesis in mouse B16 cells | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232055 | Antitumor activity against against mouse B16 cells implanted in mouse assessed as mouse survival at 1.3 mg/kg/day (Rvb = 16 days) | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232072 | Inhibition of HIV reverse transcriptase polymerase | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232051 | Cytotoxicity against mouse B16 cells | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232071 | Inhibition of HIV reverse transcriptase RNase H | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232064 | Inhibition of inositol monophosphatase (unknown origin) | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232053 | Inhibition of RNA synthesis in mouse B16 cells | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232074 | Inhibition of HIV integrase strand transfer activity | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232073 | Inhibition of HIV integrase 3' processing activity | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID92921 | Concentration required to inhibit the activity of inositol monophosphatase by 50% | 1997 | Journal of medicinal chemistry, Dec-19, Volume: 40, Issue:26 | Monoaryl- and bisaryldihydroxytropolones as potent inhibitors of inositol monophosphatase. |
| AID1232052 | Inhibition of DNA synthesis in mouse B16 cells | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232075 | Antiviral activity against HIV1 assessed as inhibition of viral replication in cell based assay | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232089 | Inhibition of Escherichia coli W677/JR76.2 2'-O-adenylyltransferase at 6.5 uM using aminoglycoside and [14C]ATP incubated for 15 mins by liquid scintillation counting based radiochemical assay | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232088 | Inhibition of Escherichia coli W677/JR76.2 2'-O-adenylyltransferase at 650 uM using aminoglycoside and [14C]ATP incubated for 15 mins by liquid scintillation counting based radiochemical assay | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232065 | Inhibition of alkaline phosphatase (unknown origin) | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| AID1232057 | Antitumor activity against against mouse B16 cells implanted in mouse assessed as mouse survival at 2.5 mg/kg/day (Rvb = 16 days) | 2014 | MedChemComm, Jul-01, Volume: 5, Issue:7 | The biology and synthesis of α-hydroxytropolones. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 2 (33.33) | 18.7374 |
| 1990's | 1 (16.67) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 2 (33.33) | 24.3611 |
| 2020's | 1 (16.67) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.27) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 6 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||